Halloween on Hilton Head Island
Island Rec's Pumpkin Patch, Trunk-O-Ween at Shelter Cove, Sea Pines' Halloween wagon ride and church and school events: Halloween on the island.
- Pumpkin Patch: Friday, Oct. 23, 2026, 4 to 7 p.m.
- Wagon ride: Saturday, Oct. 24, 2026
- Where: Shelter Cove Community Park and Shelter Cove Towne Centre, and Heritage Farm in Sea Pines
- Halloween: Saturday, Oct. 31, 2026
Halloween on Hilton Head Island is a family season rather than one big night. The Island Recreation Center fills Shelter Cove Community Park with pumpkins for its free Pumpkin Patch, and Shelter Cove Towne Centre hosts Trunk-O-Ween, where car-club cars line the street with trunks full of candy. Sea Pines runs Halloween wagon rides through the Forest Preserve, and churches and schools hold trick-or-treat trails and fall festivals in the last week of October.
Halloween is Saturday, Oct. 31, 2026. Dates for church and school events are posted by each organiser close to the day, so use the places named below to find them.
Halloween events for families
Island Rec Pumpkin Patch
Friday, Oct. 23, 2026, 4 to 7 p.m.
Shelter Cove Community Park, 39 Shelter Cove Lane
The Island Recreation Center's free family evening: pumpkins to pick, games and bounce houses, with a Halloween costume contest at 5:45 p.m. A train ride, a rock wall and concessions cost extra.
Trunk-O-Ween
Late October, with the Motoring Festival. The merchants have not posted a 2026 date
Shelter Cove Towne Centre, 40 Shelter Cove Lane
A free family event run by the Towne Centre merchants and the Hilton Head Island Motoring Festival. Car Club Showcase cars line Towne Centre Drive with their trunks open and full of candy, and costumed children go from trunk to trunk and shop to shop. There is a decorated-trunk contest, bounce houses, seasonal music and Cappy the Clown.
Halloween Wagon Ride
Saturday, Oct. 24, 2026
Heritage Farm, 185 Greenwood Drive, Sea Pines
Climb on a red wagon for a spooky ride around the Sea Pines Forest Preserve, with Halloween games along the way. Costumes are encouraged. Reservations are required; $22 for adults and $20 for children 12 and under.
Sea Pines events for 2026: Gregg Russell concerts, the Shrimp Festival, Harbour Town Fall Fest, the Forest Preserve Bonfire and holiday shows.
Church and school events
Island churches hold trick-or-treat trails and trunk-or-treats in the last week of October, and the island's schools run fall festivals with games, costume contests and haunted houses. Each posts its own date and hours, usually a week or two before. Check the church's website or the school's newsletter.
Every church on Hilton Head Island by denomination: the Catholic parishes, Presbyterian, Baptist, Methodist and Gullah churches, and the synagogue.
More seasonal guides
Hilton Head Memorial Day weekend: the Art Festival, HarbourFest's season opener at Shelter Cove, beach days, and traffic and parking tips.
Hilton Head fireworks: Tuesday shows at Shelter Cove in summer, the Fourth of July displays, New Year's Eve and fireworks cruises, with 2026 dates.
Frequently Asked Questions
What are the Halloween events on Hilton Head Island?
The Island Rec Pumpkin Patch at Shelter Cove Community Park (Friday, Oct. 23, 2026), Trunk-O-Ween at Shelter Cove Towne Centre, the Halloween Wagon Ride at Heritage Farm in Sea Pines (Saturday, Oct. 24, 2026), and church and school fall events in the last week of October.
Where can kids trick-or-treat on Hilton Head?
Trunk-O-Ween at Shelter Cove Towne Centre is a free trick-or-treat event with car trunks full of candy, and many churches hold trick-or-treat trails. Neighbourhoods inside gated communities set their own rules.
What is Trunk-O-Ween?
A free family Halloween event at Shelter Cove Towne Centre, put on by the Towne Centre merchants and the Hilton Head Island Motoring Festival, where classic cars line Towne Centre Drive with trunks open and full of candy.
How much is the Halloween Wagon Ride in Sea Pines?
$22 for adults and $20 for children 12 and younger, and reservations are required.
When is Halloween on Hilton Head in 2026?
Saturday, Oct. 31, 2026. The wagon ride runs the weekend before, on Saturday, Oct. 24.
Local guides like this come standard for Guests of Partner Properties — one small part of what a Partner Property gives every guest.
Book Partner Properties